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Search results; Over 1,000 homes in Reggello

Superhost
Holiday home in Reggello
Barrel Suite Tuscany • Hot Tub • Vineyard View
1 bedroom, 2 beds, 1 private bathroom
14–19 Oct
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4.88 out of 5 average rating, 224 reviews
Top guest favourite
Villa in Reggello
Exclusive Tuscan Villa with Private Pool
5 bedrooms, 9 beds, 5 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 40 reviews
Top guest favourite
Villa in Reggello
Villa Maria in Fronzano, a privilege in Tuscany
7 bedrooms, 10 beds, 6 bathrooms
11–16 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Reggello
Private Villa "Forre 563 "
9 bedrooms, 10 beds, 7 bathrooms
4–9 Oct
5.0 out of 5 average rating, 32 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
4 bedrooms, 6 beds, 4 bathrooms
9–14 Sept
New place to stay
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Pontassieve
La Quercia House in the countryside
3 bedrooms, 6 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Villa in Modine
Tuscan Villa with Private Jacuzzi & River
6 bedrooms, 7 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Sesto Fiorentino
Villa Maria - in the hills above Florence
5 bedrooms, 5 beds, 6 bathrooms
6–11 Nov
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
12–17 Feb
4.99 out of 5 average rating, 480 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Greve in Chianti
Tuscan Villa with Tower • Pool and Views
4 bedrooms, 5 beds, 4 bathrooms
14–19 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Home in San Francesco
Tuscan vineyard house, near Florence
2 bedrooms, 2 double beds, 2 bathrooms
25 Oct – 1 Nov
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Barn in Pontassieve
Your slice of paradise near Florence
1 bedroom, 2 beds, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Farm stay in Stia
Tuscany Magic @ Montermoli
5 bedrooms, 6 beds, 6 bathrooms
12–19 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in Loro Ciuffenna
Farmhouse apartment
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 15 reviews